Anodic Cyanation of β-Dicarbonyl Compounds
Abstract Several β-dicarbonyl compounds were electrochemically oxidized in a methanolic solution in the presence of sodium cyanide and sodium methoxide to yield the corresponding α-cyano-β-dicarbonyl compounds in moderate to good yields. Presumably, a two-electron transfer transforms the anion deriv...
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Veröffentlicht in: | Synlett 2005-10, Vol.2005 (16), p.2507-2509 |
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container_title | Synlett |
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creator | Okimoto, Mitsuhiro Numata, Kaori Takahashi, Yukio Hoshi, Masayuki Tomozawa, Kenta Shigemoto, Takamasa |
description | Abstract
Several β-dicarbonyl compounds were electrochemically oxidized in a methanolic solution in the presence of sodium cyanide and sodium methoxide to yield the corresponding α-cyano-β-dicarbonyl compounds in moderate to good yields. Presumably, a two-electron transfer transforms the anion derived from the β-dicarbonyl compounds into a cation, which then reacts with a cyanide ion to afford the cyanation products. |
doi_str_mv | 10.1055/s-2005-872685 |
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Several β-dicarbonyl compounds were electrochemically oxidized in a methanolic solution in the presence of sodium cyanide and sodium methoxide to yield the corresponding α-cyano-β-dicarbonyl compounds in moderate to good yields. Presumably, a two-electron transfer transforms the anion derived from the β-dicarbonyl compounds into a cation, which then reacts with a cyanide ion to afford the cyanation products.</description><identifier>ISSN: 0936-5214</identifier><identifier>EISSN: 1437-2096</identifier><identifier>DOI: 10.1055/s-2005-872685</identifier><language>eng</language><subject>letter</subject><ispartof>Synlett, 2005-10, Vol.2005 (16), p.2507-2509</ispartof><rights>Georg Thieme Verlag Stuttgart · New York</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c274t-a587e9d87145d7c229bb4fa08f760a4ae389154fe3cc9e93dee24c256a75f6be3</citedby></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://www.thieme-connect.de/products/ejournals/pdf/10.1055/s-2005-872685.pdf$$EPDF$$P50$$Gthieme$$H</linktopdf><linktohtml>$$Uhttps://www.thieme-connect.de/products/ejournals/html/10.1055/s-2005-872685$$EHTML$$P50$$Gthieme$$H</linktohtml><link.rule.ids>314,777,781,3004,3005,27905,27906,54540,54541</link.rule.ids></links><search><creatorcontrib>Okimoto, Mitsuhiro</creatorcontrib><creatorcontrib>Numata, Kaori</creatorcontrib><creatorcontrib>Takahashi, Yukio</creatorcontrib><creatorcontrib>Hoshi, Masayuki</creatorcontrib><creatorcontrib>Tomozawa, Kenta</creatorcontrib><creatorcontrib>Shigemoto, Takamasa</creatorcontrib><title>Anodic Cyanation of β-Dicarbonyl Compounds</title><title>Synlett</title><addtitle>Synlett</addtitle><description>Abstract
Several β-dicarbonyl compounds were electrochemically oxidized in a methanolic solution in the presence of sodium cyanide and sodium methoxide to yield the corresponding α-cyano-β-dicarbonyl compounds in moderate to good yields. Presumably, a two-electron transfer transforms the anion derived from the β-dicarbonyl compounds into a cation, which then reacts with a cyanide ion to afford the cyanation products.</description><subject>letter</subject><issn>0936-5214</issn><issn>1437-2096</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2005</creationdate><recordtype>article</recordtype><recordid>eNp1j8tKxDAARYMoWEeX7rvXaN6P5VAdFQbc6DqkaYIdpsmQdBb9LT_Eb7JD3bq6cDlc7gHgFqMHjDh_LJAgxKGSRCh-BirMqJwrLc5BhTQVkBPMLsFVKTuEMFMaVeBuHVPXu7qZbLRjn2KdQv3zDZ96Z3Ob4rSvmzQc0jF25RpcBLsv_uYvV-Bz8_zRvMLt-8tbs95CRyQboeVKet0piRnvpCNEty0LFqkgBbLMeqo05ix46pz2mnbeE-YIF1byIFpPVwAuuy6nUrIP5pD7webJYGROpqaYk6lZTGf-fuHHr94P3uzSMcf54D_4L7_UVCQ</recordid><startdate>20051004</startdate><enddate>20051004</enddate><creator>Okimoto, Mitsuhiro</creator><creator>Numata, Kaori</creator><creator>Takahashi, Yukio</creator><creator>Hoshi, Masayuki</creator><creator>Tomozawa, Kenta</creator><creator>Shigemoto, Takamasa</creator><scope>AAYXX</scope><scope>CITATION</scope></search><sort><creationdate>20051004</creationdate><title>Anodic Cyanation of β-Dicarbonyl Compounds</title><author>Okimoto, Mitsuhiro ; Numata, Kaori ; Takahashi, Yukio ; Hoshi, Masayuki ; Tomozawa, Kenta ; Shigemoto, Takamasa</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c274t-a587e9d87145d7c229bb4fa08f760a4ae389154fe3cc9e93dee24c256a75f6be3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2005</creationdate><topic>letter</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Okimoto, Mitsuhiro</creatorcontrib><creatorcontrib>Numata, Kaori</creatorcontrib><creatorcontrib>Takahashi, Yukio</creatorcontrib><creatorcontrib>Hoshi, Masayuki</creatorcontrib><creatorcontrib>Tomozawa, Kenta</creatorcontrib><creatorcontrib>Shigemoto, Takamasa</creatorcontrib><collection>CrossRef</collection><jtitle>Synlett</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Okimoto, Mitsuhiro</au><au>Numata, Kaori</au><au>Takahashi, Yukio</au><au>Hoshi, Masayuki</au><au>Tomozawa, Kenta</au><au>Shigemoto, Takamasa</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Anodic Cyanation of β-Dicarbonyl Compounds</atitle><jtitle>Synlett</jtitle><addtitle>Synlett</addtitle><date>2005-10-04</date><risdate>2005</risdate><volume>2005</volume><issue>16</issue><spage>2507</spage><epage>2509</epage><pages>2507-2509</pages><issn>0936-5214</issn><eissn>1437-2096</eissn><abstract>Abstract
Several β-dicarbonyl compounds were electrochemically oxidized in a methanolic solution in the presence of sodium cyanide and sodium methoxide to yield the corresponding α-cyano-β-dicarbonyl compounds in moderate to good yields. Presumably, a two-electron transfer transforms the anion derived from the β-dicarbonyl compounds into a cation, which then reacts with a cyanide ion to afford the cyanation products.</abstract><doi>10.1055/s-2005-872685</doi><tpages>3</tpages></addata></record> |
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title | Anodic Cyanation of β-Dicarbonyl Compounds |
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